Top Tuscany Private Sightseeing Tours

Q: What are the best options for Tuscany Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Tuscany Private Sightseeing Tours are: Capture Florence on Polaroids: Vintage Photo Tour Ferrari & Pavarotti Private Day Trip to from Florence Private Cinque Terre Tour from Livorno Port & Tour Leader Enjoy Florence as a Family-friendly Experience Light lunch and wine tasting in the hills of Lucca with sommelier

Q: What are the best kid-friendly options for Tuscany Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Tuscany Private Sightseeing Tours are: Lucca: Self-Guided Tour by Bike with MAP Pisa Street Art Self-Guided Bike Tour Private Kids Treasure Hunt in Palazzo Vecchio. Timed entry! Florence - The Medici's Private Walking Tour Pisa: Self-Guided Historic Center Bike Tour View all kid-friendly Tours →

Q: Which Tuscany Private Sightseeing Tours have Instant Confirmation?

Tuscany Private Sightseeing Tours with Instant Confirmation include: Florence's Hidden Gems: A Self-Guided Walking Tour Self-Guided Tours In Florence With 100 Captivating Audio Stories Florence Private Personalized Self-Guided App Tour Florence Haunted Secrets: Echoes of the Dead Exploration Game Florence Self-Guided Audio Tour View all Tours with Instant Confirmation →

Q: I need a ride! Which Tuscany Private Sightseeing Tours have Hotel Pickup?

No problem. These Tuscany Private Sightseeing Tours include Hotel Pickup: Florence - The Medici's Private Walking Tour Private Guided Walking Tour of Florence The Best Of Classic Florence - Private Tour Early morning Lucca private walking tour Florence : Private Custom Walking Tour with a Local Guide View all Tours with Hotel Pickup →

Q: Got any more Tuscany trip ideas?

We sure do. Check out our curated lists of hand-picked Tuscany Tours. Top 10 Tuscany 2026 Senior-friendly tours Tuscany The best tours and activities for culture lovers in Tuscany Top Day Trips from Tuscany Things to do in Tuscany this summer View all Tuscany Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Tuscany?

Based on our sales data over the past year, the most popular styles of tours and activities in Tuscany are: Tuscany Cultural & Theme Tours Tuscany Luxury & Special Occasions Tuscany Luxury Tours Tuscany Cultural Tours Tuscany Historical & Heritage Tours View all tour styles in Tuscany →

From Livorno Port: Private Cinque Terre & Porto Venere Tour

Discover the magic of Porto Venere and the Cinque Terre with a private tour and a private driver-guide, perfect for cruise passengers or anyone staying …More

Livorno, Italy

5.0 (1)

From Livorno Port: Private Cinque Terre & Porto Venere Tour

Discover the magic of Porto Venere and the Cinque Terre with a private tour and a private driver-guide, perfect for cruise passengers or anyone staying...

10 hours Free Cancellation

5.0 (1)

from
$182

Experience the essence of Tuscany on this full-day private tour from Florence, visiting Pisa, Siena, and San Gimignano in total comfort. Start with convenient pickup …More

Florence, Italy

5.0 (4)

Day Trip Pisa, Siena, San Gimignano.

Experience the essence of Tuscany on this full-day private tour from Florence, visiting Pisa, Siena, and San Gimignano in total comfort. Start with convenient pickup...

11 hours Free Cancellation

5.0 (4)

from
$182

Urban Bikery wants to pay tribute to the prestigious territory in which it has its headquarters by organizing a 100% eco-sustainable wine tour in an …More

Montepulciano, Italy

4.9 (159)

Wine Tour Ebike Experience

Urban Bikery wants to pay tribute to the prestigious territory in which it has its headquarters by organizing a 100% eco-sustainable wine tour in an...

5 hours Free Cancellation

4.9 (159)

from
$183

Best of Florence Tour with Uffizi and David

A licensed expert guide will lead you on a fascinating private guided walking tour through the streets and piazzas of Florence. Discover the best that …More

Florence, Italy

5.0 (5)

Best of Florence Tour with Uffizi and David

A licensed expert guide will lead you on a fascinating private guided walking tour through the streets and piazzas of Florence. Discover the best that...

4 hours

5.0 (5)

from
$183

Cycling Pisa highlights & hidden treasures - half day tour

This is the perfect tour for first time visitors who have a short time (half day) and wish to explore Pisa around and beyond the …More

Pisa, Italy

5.0 (44)

Cycling Pisa highlights & hidden treasures - half day tour

This is the perfect tour for first time visitors who have a short time (half day) and wish to explore Pisa around and beyond the...

3 hours Free Cancellation

5.0 (44)

from
$183

Accessible Cinque Terre and Pisa Private Excursion from Livorno

Designed for guests with limited mobility or who use a mobility aid, our accessible Cinque Terre & Pisa shore excursion from Livorno is the perfect …More

Livorno, Italy

5.0 (3)

Accessible Cinque Terre and Pisa Private Excursion from Livorno

Designed for guests with limited mobility or who use a mobility aid, our accessible Cinque Terre & Pisa shore excursion from Livorno is the perfect...

8 to 9 hours Free Cancellation

5.0 (3)

from
$183

Accessible and Hassle-Free Cinque Terre Private Tour from Livorno

Designed for guests with limited mobility or who use a mobility aid, our accessible Cinque Terre shore excursion from Livorno is the perfect way to …More

Livorno, Italy

4.0 (1)

Accessible and Hassle-Free Cinque Terre Private Tour from Livorno

Designed for guests with limited mobility or who use a mobility aid, our accessible Cinque Terre shore excursion from Livorno is the perfect way to...

8 to 9 hours Free Cancellation

4.0 (1)

from
$183

Private Excursion to Siena, San Gimignano and Chianti Landscapes

Embark on an unforgettable private tour starting from your hotel. Visit the historic city of Siena, where you’ll enjoy an exclusive guided tour of its …More

Florence, Italy

4.8 (22)

Private Excursion to Siena, San Gimignano and Chianti Landscapes

Embark on an unforgettable private tour starting from your hotel. Visit the historic city of Siena, where you’ll enjoy an exclusive guided tour of its...

8 hours Hotel pickup offered Free Cancellation

4.8 (22)

from
$182

From Siena: Private Volterra, San Gimignano & Wine Lunch

A private day from Siena to two of the most beautiful hill towns of Tuscany, with a genuine farm lunch in between. • Pick-up at …More

Siena, Italy

5.0 (4)

From Siena: Private Volterra, San Gimignano & Wine Lunch

A private day from Siena to two of the most beautiful hill towns of Tuscany, with a genuine farm lunch in between. • Pick-up at...

8 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$183

Private Chianti Classico Wine Tasting Tour in Two Family Wineries

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the …More

Florence, Italy

5.0 (27)

Private Chianti Classico Wine Tasting Tour in Two Family Wineries

Live an authentic experience in the heart of Chianti Classico with a visit to two family-run wineries, where you will be welcomed directly by the...

5 hours Hotel pickup offered Free Cancellation

5.0 (27)

from
$184

Cycle at your own pace with a local English-speaking guide who can tell you about the area. Admire the famous Chianti Classico wine area close …More

Siena, Italy

5.0 (2)

Chianti Classico Bike Tour from Siena

Cycle at your own pace with a local English-speaking guide who can tell you about the area. Admire the famous Chianti Classico wine area close...

4 hours

5.0 (2)

from
$184

Private Skip-the-Line Uffizi Gallery and Vasari Corridor Tour

Step into the world of Renaissance Florence on this expertly guided private tour of the Uffizi and its secret passageway with your own personal guide …More

Florence, Italy

4.9 (7)

Private Skip-the-Line Uffizi Gallery and Vasari Corridor Tour

Step into the world of Renaissance Florence on this expertly guided private tour of the Uffizi and its secret passageway with your own personal guide...

3 hours

4.9 (7)

from
$184

Private daytrip to Siena & Chianti wine country, with wine tasting from Florence

Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss …More

Florence, Italy

5.0 (66)

Private daytrip to Siena & Chianti wine country, with wine tasting from Florence

Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss...

8 hours Hotel pickup offered Free Cancellation

5.0 (66)

from
$186

Private Duomo Complex Guided Tour with Cupola Entry Tickets

Experience Florence like never before with a private guided tour of the iconic Duomo Complex. Begin your journey with expert local guides who reveal the …More

Florence, Italy

5.0 (4)

Private Duomo Complex Guided Tour with Cupola Entry Tickets

Experience Florence like never before with a private guided tour of the iconic Duomo Complex. Begin your journey with expert local guides who reveal the...

1 hour 30 minutes Free Cancellation

5.0 (4)

from
$186

From Livorno: Private Florence & Chianti Tour with Wine Tasting

Embark on a captivating journey through Chianti and Florence, immersing yourself in Renaissance splendor while savoring the finest Chianti wines. Commence your adventure with seamless …More

Livorno, Italy

4.8 (5)

From Livorno: Private Florence & Chianti Tour with Wine Tasting

Embark on a captivating journey through Chianti and Florence, immersing yourself in Renaissance splendor while savoring the finest Chianti wines. Commence your adventure with seamless...

8 hours Free Cancellation

4.8 (5)

from
$187

Livorno Shore Excursion: Pisa and Florence Private Day Trip

When your cruise ship docks in Livorno and you have only a single day to see the surrounding Italian towns of Pisa and Florence, you’ll …More

Florence, Italy

4.8 (193)

Livorno Shore Excursion: Pisa and Florence Private Day Trip

When your cruise ship docks in Livorno and you have only a single day to see the surrounding Italian towns of Pisa and Florence, you’ll...

9 hours Free Cancellation

4.8 (193)

from
$189

From Livorno Port: Private Volterra, San Gimignano & Wine Lunch

Spend a day through the Chianti sweet hills. A wonderful Experience between art, wine and local food to discover vineyards, towers and typical farms. • …More

Livorno, Italy

5.0 (10)

From Livorno Port: Private Volterra, San Gimignano & Wine Lunch

Spend a day through the Chianti sweet hills. A wonderful Experience between art, wine and local food to discover vineyards, towers and typical farms. •...

8 hours Free Cancellation

5.0 (10)

from
$189

From Florence: Private Pisa, San Gimignano & Wine Lunch

Visit the Leaning Tower of Pisa and the countryside of San Gimignano in one private day, with a genuine farm lunch and local wines, in …More

Florence, Italy

5.0 (2)

From Florence: Private Pisa, San Gimignano & Wine Lunch

Visit the Leaning Tower of Pisa and the countryside of San Gimignano in one private day, with a genuine farm lunch and local wines, in...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$189

From Livorno Port: Private Siena & San Gimignano with Wine Lunch

A private full-day shore excursion from Livorno Port to Siena and San Gimignano, with a farm lunch and wine tasting. • Your driver meets you …More

Livorno, Italy

5.0 (1)

From Livorno Port: Private Siena & San Gimignano with Wine Lunch

A private full-day shore excursion from Livorno Port to Siena and San Gimignano, with a farm lunch and wine tasting. • Your driver meets you...

9 hours Free Cancellation

5.0 (1)

from
$189

Florence Private Full-Day with Uffizi and Accademia Gallery

Florence in a day: Uffizi Gallery, Accademia & City Walking Tour. Experience the very best of Florence with this comprehensive full-day tour. Discover the city’s …More

Florence, Italy

5.0 (46)

Florence Private Full-Day with Uffizi and Accademia Gallery

Florence in a day: Uffizi Gallery, Accademia & City Walking Tour. Experience the very best of Florence with this comprehensive full-day tour. Discover the city’s...

6 hours

5.0 (46)

from
$189

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Tuscany Private Sightseeing Tours?

What are the best kid-friendly options for Tuscany Private Sightseeing Tours Tours?

Which Tuscany Private Sightseeing Tours have Instant Confirmation?

Which Tuscany Private Sightseeing Tours have Free Cancellation?

Tuscany Private Sightseeing Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Tuscany Private Sightseeing Tours have Hotel Pickup?

Got any more Tuscany trip ideas?

What are the most popular styles of Tours and Activities in Tuscany?